20851-50-7

Upstream product

• 141-82-2 malonic acid 
• 89-98-5 2-chloro-benzaldehyde 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 3752-25-8 o-chlorocinnamic acid 
• 141-82-2 malonic acid 
• 124-38-9 carbon dioxide 
• 89-98-5 2-chloro-benzaldehyde 
• 1176919-42-8 2-(2-chlorobenzylidene)malonyl chloride 
• 704-96-1 trans-2-chlorocinnamic acid 

Relevant academic research and scientific papers

Synthesis of a new urea derivative: A dual-functional organocatalyst for Knoevenagel condensation in water

A phenylalanine-urea compound-catalyzed Knoevenagel condensation in water is reported. Various aldehydes and active methylene compounds undergo condensation at room temperature to give the desired products in high yields. The mechanism of the condensation of aldehydes with Meldrum's acid catalyzed by the novel urea derivative is also disclosed.

Arylid-OX and Arylid-BOX derived catalysts: applications in catalytic asymmetric cyclopropanation

A novel family of chiral non-racemic monodentate oxazoline ligands known as Arylid-OXs 1a and 1b was prepared in good overall yields. These ligands were screened in bench-mark Cu(I)-catalyzed cyclopropanations and gave ees as high as 58%. Both 1H NMR and computational studies using 1a indicated that the active catalyst was most likely to be the di-coordinated complex, Cu(I)-1a2(MeCN)2. Two novel ortho-substituted Arylid-BOX ligands 2a and 2b were also synthesized in very good yields. These ligands were tested in the same reaction as for 1a and 1b and, although excellent yields could be obtained with 2b, which is assumed to be due to an electron-donating effect from the ortho-methoxy group, a best ee of only 56% was obtained with 2a. In fact, both the enantioselectivities and diastereoselectivities obtained with these ortho-substituted ligands were in line with those previously obtained with the para-substituted series.

Effect of microwave irradiation on reaction of arylaldehyde derivatives with some active methylene compounds in aqueous media

The effect of microwave irradiation on the condensation reactions of arylaldehydes 1 and active methylene compounds 2 in aqueous media was studied and compared with "classical" conditions. The results show that the condensation was carried out only under microwave irradiation in the presence of ammonium chloride as a catalyst, followed by dehydration, to afford (E)-olefins 3. The protocol was used to synthesize coumarins by a condensation reaction of salicylaldehyde or its derivatives with various derivatives of ethylacetate 5 (e.g., R3CH2CO2Et; R3: CO 2Et, CO2Me, COMe, CN) in high yields. These investigations will contribute to the development of environmentally friendly and inexpensive processes in organic synthesis.

Solvent-free bentonite-catalyzed condensation of malonic acid and aromatic aldehydes under microwave irradiation

Solvent-free condensation between malonic acid and aromatic aldehydes in the presence of bentonite was investigated. Various diacids were obtained in good to moderate yields and in very short short reaction times under microwave irradiation. The method showed simplicity in performance, non-aqueous work-up, no side products and low cost.

Microwave enhanced Knoevenagel condensation of malonic acid on basic alumina

An improved Knoevenagel condensation of malonic acid and aldehydes can be achieved by microwave irradiation over alumina. A number of diacids were prepared in good yields in very short reaction times.

Knoevenagel condensation catalyzed by USY zeolite

The Knoevenagel condensation of substituted benzaldehydes with active methylene compounds was performed very efficiently by using a USY (ultrastable Y) zeolite as heterogeneous catalyst.

ENKEPHALINASE ENZYME INHIBITING COMPOUNDS

Chiral 2-(2-benzyl-3-mercaptopropionylamino)-1-alkanol derivatives and chiral 2-(2-benzyl-3-mercaptopropionylamino)-4-methylthiobutyric acids are inhibitors of enkephalinase enzyme, reflecting their clinical utility as analgesics or anticonvulsant agents, or as therapy for disorders in which endogenous enkephalin levels are below normal.